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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:41:32 UTC

Update Date

2023-02-21 17:19:59 UTC

HMDB ID

HMDB0031189

Secondary Accession Numbers

HMDB31189

Metabolite Identification

Common Name

S-Methyl thioacetate

Description

S-Methyl thioacetate, also known as methyl thioacetic acid or CH3C(O)SCH3, belongs to the class of organic compounds known as thioesters. These are organic compounds containing an ester of thiocarboxylic acid, with the general structure RC(=S)XR' (R=H, alkyl, aryl; R'=alkyl, aryl; X=O,S). S-Methyl thioacetate is a cabbage, cheese, and dairy tasting compound. S-Methyl thioacetate has been detected, but not quantified in, several different foods, such as coffee and coffee products, milk and milk products, fruits, onion-family vegetables, and garden onion (var.). This could make S-methyl thioacetate a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on S-Methyl thioacetate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
CH3C(O)SCH3	ChEBI
Ethanethioic acid, S-methyl ester	ChEBI
Methanethiol acetate	ChEBI
Methyl ethanethioate	ChEBI
Methyl thioacetate	ChEBI
Methylthioacetate	ChEBI
Thioacetic acid S-methyl ester	ChEBI
Ethanethioate, S-methyl ester	Generator
Methanethiol acetic acid	Generator
Methyl ethanethioic acid	Generator
Methyl thioacetic acid	Generator
Methylthioacetic acid	Generator
Thioacetate S-methyl ester	Generator
S-Methyl thioacetic acid	Generator
Acetic acid, thio-, S-methyl ester	HMDB
Ethanethioic acid, methyl ester	HMDB
FEMA 3876	HMDB
Methyl thiolacetate	HMDB
S-Methyl ethanethioate	HMDB

Chemical Formula

C₃H₆OS

Average Molecular Weight

90.144

Monoisotopic Molecular Weight

90.013935504

IUPAC Name

1-(methylsulfanyl)ethan-1-one

Traditional Name

S-methyl thioacetate

CAS Registry Number

1534-08-3

SMILES

CSC(C)=O

InChI Identifier

InChI=1S/C3H6OS/c1-3(4)5-2/h1-2H3

InChI Key

OATSQCXMYKYFQO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thioesters. These are organic compounds containing an ester of thiocarboxylic acid, with the general structure RC(=S)XR' (R=H, alkyl, aryl; R'=alkyl, aryl; X=O,S).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Thiocarboxylic acids and derivatives

Sub Class

Thioesters

Direct Parent

Thioesters

Alternative Parents

Substituents

Carbothioic s-ester
Thiocarboxylic acid ester
Sulfenyl compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

thioester (CHEBI:51280 )

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0031189)
Cytoplasm (HMDB: HMDB0031189)

Excreta

Biofluid or Excreta

Feces (HMDB: HMDB0031189)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031189)

Source

Endogenous

Endogenous (HMDB: HMDB0031189)

Plant

Plant (HMDB: HMDB0031189)
Coffea (HMDB: HMDB0031189)

Animal

Animal (HMDB: HMDB0031189)

Exogenous

Food

Food (HMDB: HMDB0031189)

Herb and spice

Herb

Welsh onion (FooDB: FOOD00241)

Vegetable

Onion-family vegetable

Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Milk and milk product

Milk and milk products (FooDB: FOOD00863)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0031189)

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	95.00 to 96.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	80120 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.859 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	26.8 g/L	ALOGPS
logP	0.27	ALOGPS
logP	0.68	ChemAxon
logS	-0.53	ALOGPS
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	23.71 m³·mol⁻¹	ChemAxon
Polarizability	9.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	116.968	31661259
DarkChem	[M-H]-	109.493	31661259
DeepCCS	[M+H]+	128.043	30932474
DeepCCS	[M-H]-	126.147	30932474
DeepCCS	[M-2H]-	161.47	30932474
DeepCCS	[M+Na]+	135.739	30932474
AllCCS	[M+H]+	124.0	32859911
AllCCS	[M+H-H2O]+	119.9	32859911
AllCCS	[M+NH4]+	127.9	32859911
AllCCS	[M+Na]+	129.1	32859911
AllCCS	[M-H]-	136.9	32859911
AllCCS	[M+Na-2H]-	142.6	32859911
AllCCS	[M+HCOO]-	148.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
S-Methyl thioacetate	CSC(C)=O	1106.8	Standard polar	33892256
S-Methyl thioacetate	CSC(C)=O	738.3	Standard non polar	33892256
S-Methyl thioacetate	CSC(C)=O	753.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - S-Methyl thioacetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-acf52a7cda2b01e773e6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Methyl thioacetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 10V, Positive-QTOF	splash10-0006-9000000000-9b117497642288ee79ad	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 20V, Positive-QTOF	splash10-0006-9000000000-0f5a3e11b8ae281303c2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 40V, Positive-QTOF	splash10-0002-9000000000-daceb77a315cb00a0891	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 10V, Negative-QTOF	splash10-0002-9000000000-e202b2179340779ed581	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 20V, Negative-QTOF	splash10-0002-9000000000-1baf8c2c5814ad63a1fc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 40V, Negative-QTOF	splash10-0007-9000000000-f6ee3849187945ff1dcd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 10V, Positive-QTOF	splash10-0006-9000000000-e212b7ec883fa3309c12	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 20V, Positive-QTOF	splash10-0006-9000000000-5c97c9835b3ec408b23c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 40V, Positive-QTOF	splash10-0007-9000000000-11ef5a81cb4ce03fa424	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 10V, Negative-QTOF	splash10-0002-9000000000-de9534e04c7374158004	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 20V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Methyl thioacetate 40V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	17314143	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Clostridium difficile infection	17314143	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003209

KNApSAcK ID

Not Available

Chemspider ID

66391

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73750

PDB ID

Not Available

ChEBI ID

51280

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1046361

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for S-Methyl thioacetate (HMDB0031189)

MOL for HMDB0031189 (S-Methyl thioacetate)

3D MOL for HMDB0031189 (S-Methyl thioacetate)

3D SDF for HMDB0031189 (S-Methyl thioacetate)

3D-SDF for HMDB0031189 (S-Methyl thioacetate)

PDB for HMDB0031189 (S-Methyl thioacetate)

3D PDB for HMDB0031189 (S-Methyl thioacetate)

SMILES for HMDB0031189 (S-Methyl thioacetate)

INCHI for HMDB0031189 (S-Methyl thioacetate)

Structure for HMDB0031189 (S-Methyl thioacetate)

3D Structure for HMDB0031189 (S-Methyl thioacetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra